Variable Synthesis of Alcohols and Ketones Using the Grignard Method as a Form of MPVO Reaction

References

• Grignard , V. 1900 . Organometallic combinations of magnesium and their application to the synthesis of alcohols and hydrocarbons . C. R. Acad. Sci. , 130 : 1322 – 1324 .
   Google Scholar
• Nützel , K. , Gilman , H. and Wright , G. F. 1973 . Methoden Org. Chem. (Houben–Weyl) , 13/2a : 49 – 527 .
   Google Scholar
• Stowell , J. C. 1984 . Three‐carbon homologating agents . Chem. Rev. , 84 : 409 – 435 .
   Web of Science ®Google Scholar
• Meerwein , H. and Schmidt , R. 1925 . Ein neues Verfahren zur Reaktion von Aldehyden und Ketonen . Ann. , 444 : 221 – 238 .
   Google Scholar
• Rodgers , H. R. , Hill , C. L. , Fujiwara , Y. , Rogers , R. J. , Mitchell , H. L. and Whitesides , G. M. 1980 . Mechanism of formation of Grignard reagents. Kinetics of reaction of alkyl halides in diethylether with magnesium . J. Am. Chem. Soc. , 102 : 217 – 226 .
   Web of Science ®Google Scholar
• Namy , J. L. , Souppe , J. , Collin , J. and Kagan , H. B. 1984 . New preparations of lanthanide alkoxides and their catalytical activity in Meerwein–Ponndorf–Verley–Oppenauer reactions . J. Org. Chem. , 49 : 2045 – 2049 .
   Web of Science ®Google Scholar
• Wilds , A. L. 1944 . Reduction with aluminum alkoxides . Org. React. , 2 : 178 – 223 .
   Google Scholar
• Djerassi , C. 1951 . The Oppenauer reaction . Org. React. , 6 : 207 – 272 .
   Google Scholar
• Gomberg , M. and Bachmann , W. E. 1930 . The Reaction between the binary system magnesium+magnesium iodide and aromatic aldehydes . J. Am. Chem. Soc. , 52 : 4967 – 4972 .
   Google Scholar
• Van der Waal , J. C. , Kunkeler , P. J. , Tan , K. and van Bekkum , H. J. 1998 . Zeolite titanium beta. A selective catalyst for the gas‐phase Meerwein–Ponndorf–Verley and Oppenauer reactions . J. Catal. , 173 : 74 – 83 .
   Web of Science ®Google Scholar
• Creyghton , E. J. , Ganeshie , R. S. , Downing , R. S. and van Bekkum , H. 1997 . Stereoselective Meerwein–Ponndorf–Verley and Oppenauer reactions catalyzed by zeolite BEA . J. Mol. Catal. A: Chem. , 115 : 457 – 472 .
   Google Scholar
• De Graauw , C. F. , Peters , J. A. , van Bekkum , H. and Huskens , J. 1994 . Meerwein–Ponndorf–Verley reductions and Oppenauer oxidations . An integrated approach. Synthesis , 10 : 1007 – 1017 .
   Web of Science ®Google Scholar
• Byrne , B. and Karras , M. 1987 . Magnesium Oppenauer oxidation of alcohols to aldehydes and ketones . Tetrahedron Lett. , 28 : 769 – 772 .
   Web of Science ®Google Scholar
• Weyerstahl , P. , Marschall , H. , Wahlburg , H.‐C. and Kaul , V. K. 1991 . Salsolene oxide—a sesquiterpene epoxide with a new carbon skeleton . Liebigs Ann. Chem. , : 1353 – 1355 .
   Google Scholar
• Schroeter , M. 1999 . Untersuchungen im Umfeld von Salsolenketon und –oxid , 1 st ed. Berlin : Mensch und Buch Verlag .
   Google Scholar
• Tius , M. A. and Fauq , A. H. 1986 . Total synthesis of (+)‐desepoxyasperdiol . J. Am. Chem. Soc. , 108 : 1035 – 1039 .
   Web of Science ®Google Scholar
• Bose , A. K. and Lal , B. 1973 . A facile replacement of hydroxyl by halogen with inversion . Tetrahedron Lett. , 14 : 3937 – 3940 .
   Google Scholar
• Schlenk , W. and Schlenk , W. Jr. 1929 . Über die konstitution der grignardschen magnesiumverbindungen . Ber. Deutsch. Chem. Ges. , 62B : 920 – 924 .
   Google Scholar
• Parris , G. and Ashly , E. C. 1971 . The composition of Grignard compounds. VII. The composition of methyl‐ and tert‐butylmagnesium halides and their dialkylmagnesium analogs in diethyl ether and tetrahydrofuran as inferred from nuclear magnetic resonace spectroscopy . J. Am. Chem. Soc. , 93 : 1206 – 1213 .
   Web of Science ®Google Scholar
• Schroeter , M. and Weyerstahl , P. 2004 . Unexpected formation of previously unknown cyclohex‐2‐enone derivative via carbonyl‐ene synthesis at room temperature . Synth. Com. , 34 : 1535 – 1540 .
   Web of Science ®Google Scholar
• Whitmore , F. C. and George , R. S. 1942 . Abnormal Grignard reactions. Part 10. Enolizing and reducing action of Grignard reagents upon diisopropyl ketone . J. Am. Chem. Soc. , 64 : 1239 – 1242 .
   Google Scholar